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Issue 1, 2015
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Renewable polycarbonates and polyesters from 1,4-cyclohexadiene

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Abstract

Epoxides derived from 1,4-cyclohexadiene (CHD), the latter produced from renewable resources via self-metathesis of plant oil derivatives, are applied as key substrates in ring-opening copolymerizations to produce aliphatic polycarbonates and polyesters. Renewable, unsaturated polycarbonates are prepared by the ring-opening copolymerization of epoxide/CO2; these are catalysed by di-zinc/magnesium complexes previously reported by Williams et al. or by using chromium(III) or cobalt(III) salen complexes. Renewable, unsaturated polyesters, with glass transition temperatures up to 128 °C, were obtained by the ring-opening copolymerization of epoxide/phthalic anhydride. The relative rates of these copolymerizations were monitored using in situ attenuated total reflectance infra-red (ATR-IR) spectroscopy. The polymers were fully characterized using spectroscopy (nuclear magnetic resonance, infra-red), mass spectrometry (matrix assisted laser desorption ionization), and by thermal methods (differential scanning calorimetry and thermogravimetric analysis).

Graphical abstract: Renewable polycarbonates and polyesters from 1,4-cyclohexadiene

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Article information


Submitted
17 Jul 2014
Accepted
26 Aug 2014
First published
12 Sep 2014

This article is Open Access

Green Chem., 2015,17, 300-306
Article type
Paper
Author version available

Renewable polycarbonates and polyesters from 1,4-cyclohexadiene

M. Winkler, C. Romain, M. A. R. Meier and C. K. Williams, Green Chem., 2015, 17, 300
DOI: 10.1039/C4GC01353K

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